Réaction #46721

ord-4a58bed4de92424b8104b6c9fd88edfc

Équation de réaction

Cl
HCl
COC(=O)c1ccc(N)cc1OC
4-amino-2-methoxy benzoic acid methyl ester
[Li+].[OH-]
LiOH
COc1cc(N)ccc1C(=O)O
off-white solid
Rendement 80.0%
COc1cc(N)ccc1C(=O)O
4-Amino-2-methoxy benzoic acid
Rendement 80.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe slurry was refluxed for 3.5 hours
  2. 2
    Autrethe resulting precipitate isolated by filtration
  3. 3
    Lavagewashed with H2O (2×15 mL)

Mode opératoire

To a solution of 4-amino-2-methoxy benzoic acid methyl ester (5 g; 27 mmol) in THF/H2O (125 mL/25 mL) was added LiOH (4.8 g; 200 mmol) and the slurry was refluxed for 3.5 hours. The reaction mixture was neutralized using 4 M HCl (aq) and the resulting precipitate isolated by filtration and washed with H2O (2×15 mL) to give 3.26 g (80%) of an off-white solid. Mp. 144-146° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07741352B2uspto-grants-2010_06